IP Library Granted Patent US 12,173,086
Granted Patent B2
US 12,173,086 · App. 17/501,486 · Granted Dec 24, 2024

Alpha-v beta-6 integrin ligands and uses thereof

Inventors: Aaron Almeida (Madison, WI); Zhen Li (San Diego, CA); Erik W. Bush (Middleton, WI); Tao Pei (Middleton, WI); Agnieszka Glebocka (Madison, WI); Anthony Nicholas (Oregon, WI); Jeffrey Carlson (Madison, WI); Matthew Fowler-Watters (Madison, WI)
Assignee: Arrowhead Pharmaceuticals, Inc.
C07K5/06026A61K31/713A61K38/08A61K47/60A61K47/64C07K7/06C07K16/28C12N15/1138C12N2310/14C12N2310/3513C12N2320/32
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Quick Facts
Patent No.
US 12,173,086
App. No.
17/501,486
Granted
Dec 24, 2024
Kind
B2
Abstract

Integrin ligands having serum stability and affinity for αvβ6 integrins are described. Compositions comprising αvβ6 integrin ligands having serum stability and having affinity for αvβ6 integrins and methods of using them are also described.

Claims (29)

1. An αvβ6 integrin ligand comprising:

(SEQ ID NO: 96)

RG 1 DLXaa 1 Xaa 2 L-Xaa 3 Xaa 4 L-R 1

(Formula VIII),

or a pharmaceutically acceptable salt thereof,

wherein

R is L-arginine;

G 1 is L-glycine or N-methyl glycine;

D is L-aspartic acid (L-aspartate);

L is L-leucine;

Xaa 1 is L-alanine;

Xaa 2 is L-α-amino-butyric acid (Abu);

Xaa 3 is L-citrulline (Cit);

Xaa 4 is α-amino-isobutyric acid (Aib);

R 1 is optional and, if present, includes PEG and/or a linking group.

2. The αvβ6 integrin ligand of claim 1 , wherein the pharmaceutically acceptable salt is a sodium salt.

3. The αvβ6 integrin ligand of claim 1 , wherein the αvβ6 integrin ligand is conjugated to a cargo molecule that comprises a small molecule, an antibody, an antibody fragment, an immunoglobulin, a monoclonal antibody, a label or marker, a lipid, a natural or modified nucleic acid or polynucleotide, a peptide, an aptamer, a polymer, a polyamine, a protein, a toxin, a vitamin, a polyethylene glycol, a hapten, a digoxigenin, a biotin, a radioactive atom or molecule, or a fluorophore.

4. A composition comprising the αvβ6 integrin ligand of claim 1 , and a pharmaceutically acceptable excipient.

5. The αvβ6 integrin ligand of claim 1 , wherein the αvβ6 integrin ligand is further conjugated to a cargo molecule.

6. The αvβ6 integrin ligand of claim 5 , wherein the pharmaceutically acceptable salt is a sodium salt.

7. A composition comprising the αvβ6 integrin ligand of claim 5 , and a pharmaceutically acceptable excipient.

8. The composition of claim 7 , wherein the cargo molecule is an oligomeric compound.

9. The composition of claim 8 , wherein the oligomeric compound is an RNAi agent.

10. A method of delivering one or more cargo molecules to a cell in vivo, the method comprising administering to a subject the αvβ6 integrin ligand of claim 5 .

11. The method of claim 10 , wherein the cell is selected from the group consisting of: type I and II alveolar epithelial cell, goblet cell, secretory epithelial cell, ciliated epithelial cell, corneal and conjunctival epithelial cell, dermal epithelial cell, cholangiocyte, enterocyte, ductal epithelial cell, glandular epithelial cell, renal tubule, and epithelial tumors (carcinomas).

12. The method of claim 10 , wherein the one or more cargo molecules comprises an oligomeric compound.

13. The method of claim 12 , wherein the oligomeric compound is an RNAi agent.

14. A method of inhibiting the expression of a target gene in a cell in vivo, the method comprising administering to the cell an oligomeric compound conjugated to the αvβ6 integrin ligand of claim 1 , wherein the oligomeric compound is an RNAi agent.

15. The method of claim 14 , wherein the cell is selected from the group consisting of: type I and II alveolar epithelial cell, goblet cell, secretory epithelial cell, ciliated epithelial cell, corneal and conjunctival epithelial cell, dermal epithelial cell, cholangiocyte, enterocyte, ductal epithelial cell, glandular epithelial cell, renal tubule, and epithelial tumors (carcinomas).

Assignments (4)
SECURITY INTEREST Recorded Aug 7, 2024
From: ARROWHEAD PHARMACEUTICALS, INC.
To: SIXTH STREETLENDING PARTNERS, AS THE ADMINISTRATIVE AGENT
Reel/Frame 068510/0363 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 9, 2021
From: ALMEIDA, AARON
To: ARROWHEAD PHARMACEUTICALS, INC.
Reel/Frame 058056/0510 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 9, 2021
From: BUSH, ERIK W.; PEI, TAO; GLEBOCKA, AGNIESZKA; NICHOLAS, ANTHONY; CARLSON, JEFFREY; FOWLER-WATTERS, MATTHEW
To: ARROWHEAD PHARMACEUTICALS, INC.
Reel/Frame 058056/0566 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 9, 2021
From: LI, ZHEN
To: ARROWHEAD PHARMACEUTICALS, INC.
Reel/Frame 058057/0371 →